Stabilization of compounds containing a fatty acid radical



Patented Sept. 8, 1931 Paar. I. MUREILL, or PLAINFIELD, NEW comm, mo 01 NEW YORK, 1v.

' OFFEC JERSEY, ASSIGNOR TO B. '1. 'VANDERBIL'I. Y., A CORPORATION OF NEW YORK STABILIZATION F COMPOUNDS CONTAINING F ATTY 'AGID RADICAL No Drawing.

This invention relates to improvements 1n the stabilization of compounds containing a fatty acid radical-such as fatty acids and fatty acid derivatives, e. g. soaps and animal and vegetable oils, which are liable to under-- w material which imparts thereto increased sta bility and resistance to oxidation and ranb cidity. The stabilizing agents which are added, according to the present invention, are cyclic compounds containing two nitrogen atoms in the cyclic nucleus, such as piperazine and other dialkylene diimines. Derivatives of such compounds may be used, and are included within the scope of this invention. These stabilizers impart to com pounds containing a fatty acid radical improved resistance to oxidation and rancidity even though present in small amounts.

Piperazine has theformula om-cn HN CHT-CH Another name for this compound is diethylene diimine. Other compounds belonging to the dialkylene diimine series are d 1 methylene diimine and dipropylene dumlne.

Ethylene propylene diimine having h formula GH2CH These materials Application filed August 7, 1928. Serial No. 298,135.

of the anhydrous base, the hydrated base or as a salt in combination with an acid, such as benzoic acid, stearic acid or oleic acid.

The amount of the stabilizing material which it is necessary to add is small. a In encral a fraction of a per cent, such as .1 0 or 2% will suflice.

For example, one-tenth of one per cent of piperazine was added to olive oil, and the oil stabilized in this manner was found to be more resistant to oxidation and less liable to ecome rancid than oil to which no stabilizer had been added.

Cotton oil and'corn oil, etc., can be similar ly stabilized with a small amount of piperazine.

If piperazine is brought into reaction with stearic acid and the stearate formed is added to soap stock, for example, olive oil stock or cotton oil stock, in such an amount that the final product contains 1% or 2% of piperazine, soap made from this stock will be more resistant to oxidation and less liable to become rancid than soap made from similar stock not so stabilized.

Instead of adding the stabilizer to the animal or vegetable oil which constitutes the soap stock, it may be added to the soap formed by saponifying this stock.

I claim: 1

1. A stabilized composition comprising chiefly a compound containing a fatty acid radical and a small amount of a compound of the group comprising dialkylene diimines and derivatives thereof.

2. A stabilized fatty acid compound which I comprises a fatty ,acid or predominating amount of a fatty acid derivative and a small amount of a compound having the formula On His HN where n and m may or may not be equal.

3. A stabilized composition comprising chiefly a compound containing a fatty acid radical and a cyclic organic chemical containing two nitrogen atoms in the cycl 1 018115.

4. A stabilized fatty acid compound comprising a fatty acid or predominating amount of a fatty acid derivative and a small amount aeeaaoe of a compound from the group consisting of piperazine and derivatives thereof.

5. A composition comprising chiefly a chemical compound containing a fatty acid radical and a compound of the group consisting of dialkylenediimines and salts of dialkyienediimines.

6. A soap containing a small amount of a compound from the group comprising dialkylene diimines and derivatives thereof.

' 7. A soap containing piperazine.

8. A soap containing a small amount of a compound from the group comprising piperazine'and salts thereof. a

9. An animal or vegetable oil containing a small amount of a compound from the group comprising dialkylene diimines or de- 4 rivatives thereof.

10. A vegetable oil containing a fraction of a per cent of piperazine.

11. A composition comprising a chemical compound containing a predominating amount of a fatty acid radical and a small amount of piperazine.-

12. An animal oil or fat containing a fraction of a percent of piperazine.

In testimony whereof I afiix my signature.

PAUL I. MURRILL.

Certificate of Correction Patent No. 1,e22,10s.'

PAUL I. MURRILL It isv hereby certified that error-appears in the printed specification of theahovenumbered patent requirlng correctlon as follows: Page-L'strike outthe formula between hnes 39 and 40 and insert instead I v UnH n I same page, nsert orfatf yaczd line 99; claim gstrike out fatty acid or and line 100, before derivative insert 0 fatty aczd; and that the said Letters Patent should be read with these corrections therein that the. same may conform to the record of the case in the Patent Oflice.

Signed and sealed this 20th day of October, A. D. 1931.

. M. J. MOORE,

I [seen] omxrm'ssioner of Patents.

Granted September 8, 1931, to I line 87 claim 2, strike out fatty acid or and line 88, before derivative 

